Sodium Chloride → HCID 86587645, compound

HRID 1838914Notes

Reaction equation

[F:1][C@H:2]1[CH2:19][C@@:17]2([CH3:18])[C@@H:13]([CH2:14][CH2:15][C:16]2=[O:20])[C@H:12]2[C@H:3]1[C:4]1[CH:5]=[CH:6][C:7]([OH:27])=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]I.[F:28][C:29]([C:34]([F:40])([F:39])[C:35]([F:38])([F:37])[F:36])=[CH:30][CH2:31][NH:32][CH3:33].[Cl-].[Na+]>CN1CCCC1=O>[F:1][C@H:2]1[CH2:19][C@@:17]2([CH3:18])[C@@H:13]([CH2:14][CH2:15][C:16]2=[O:20])[C@H:12]2[C@H:3]1[C:4]1[CH:5]=[CH:6][C:7]([OH:27])=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:32]([CH2:31][CH:30]=[C:29]([F:28])[C:34]([F:39])([F:40])[C:35]([F:36])([F:37])[F:38])[CH3:33]

Participants

Conditions

Temperature: 80 °C

Procedure

880 mg of 11β-fluoro-3-hydroxy-7α-(5-iodopentyl)oestra-1,3,5(10)-trien-17-one and 1.26 g of (3,4,4,5,5,5-hexa-fluoropent-2-enyl)methylamine are dissolved in 20 ml of N-methylpyrrolidone and stirred at a bath temperature of 80° C. for 3 hours. After the reaction solution has cooled to room temperature, the mixture is added to saturated sodium chloride solution, extracted with diethyl ether, dried and concentrated in vacuo. 1.86 g of 11β-fluoro-7α-{5-[(3,4,4,5,5,5-hexafluoropent-2-enyl)methylamino]pentyl}-3-hydroxyestra-1,3,5(10)-trien-17-one are obtained as a crude product which is employed in the next stage without purification.

Workup

temperatureAfter the reaction solution has cooled to room temperature
extractionextracted with diethyl ether
customdried
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-78dffd7fbf1448c6b592c6e780722389
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06677324B1

Reaction notes

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